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AR066310A1 - Derivados de 4-aza indol y su uso como fungicidas - Google Patents

Derivados de 4-aza indol y su uso como fungicidas

Info

Publication number
AR066310A1
AR066310A1 ARP080101767A ARP080101767A AR066310A1 AR 066310 A1 AR066310 A1 AR 066310A1 AR P080101767 A ARP080101767 A AR P080101767A AR P080101767 A ARP080101767 A AR P080101767A AR 066310 A1 AR066310 A1 AR 066310A1
Authority
AR
Argentina
Prior art keywords
optionally substituted
pyrrolo
pyridin
pyridine
heterocyclyl
Prior art date
Application number
ARP080101767A
Other languages
English (en)
Original Assignee
Syngenta Ltd
Syngenta Participations Ag
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Syngenta Ltd, Syngenta Participations Ag filed Critical Syngenta Ltd
Publication of AR066310A1 publication Critical patent/AR066310A1/es

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/90Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • A01N43/42Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings condensed with carbocyclic rings
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647Triazoles; Hydrogenated triazoles
    • A01N43/6531,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/10Antimycotics
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04Ortho-condensed systems

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Dentistry (AREA)
  • Engineering & Computer Science (AREA)
  • Plant Pathology (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Communicable Diseases (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Oncology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Indole Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Proceso para la preparacion de un compuesto de formula (1) y composicion que lo comprende. Reivindicacion 1: Un método de prevencion y/o control de la infeccion fungica en las plantas y/o material de propagacion de plantas que comprende aplicar alas plantas o material de propagacion de plantas una cantidad efectiva como fungicida de un compuesto de la formula (1), donde: X1 es N o CH; X2 es N o CR5; R1 y R2 son independientemente, (i) hidrogeno, halogeno, hidroxilo, ciano o nitro, (ii)alquilo, alquenilo o alquinilo opcionalmente sustituido, (iii) arilo, heteroarilo, ciclilo o heterociclilo opcionalmente sustituido, o (iv) -C(O)R10, -C(O)NR10R11, -C(S)NR10R11, -C(NOR10)R11, -C(O)OR10, -OR10, -SR10, -S(O)R10, -S(O)NR10R11, -S(O)2R10, -NR10R11, -P(O)(OR10)(OR11) u -OP(O)(OR10)(OR11); R3 es: (i) hidrogeno, hidroxilo, ciano o nitro, (ii) alquilo, alquenilo, alenilo, alquinilo o haloalquilo opcionalmente sustituido, (iii) arilo, heteroarilo, ciclilo o heterociclilo oheteroaralquilo opcionalmente sustituido, o (iv) -C(O)R12, -C(O)OR12, -OR12, -OC(O)R12, -S(O)2R12 o -NR12R13; R4 es: (i) hidrogeno, halogeno, hidroxilo, ciano o nitro, (ii) alquenilo, alenilo, alquinilo o haloalquilo opcionalmente sustituido, (iii)arilo, heteroarilo, ciclilo o heterociclilo opcionalmente sustituido o (iv) -C(O)R14, -C(O)OR14 -C(NOR14)R15, -OR14, -SR14, -S(O)NR14R15, -S(O)2R14 o -NR14R15; R5 es: (i) hidrogeno, halogeno, hidroxilo, ciano o nitro, (ii) alquilo, alquenilo oalquinilo opcionalmente sustituido, (iii) -C(O)R16, -C(O)OR16, -OR16, -SR16, -S(O)R16, -S(O)NR16R17, -S(O)2R16 o -NR16R17; R6 es H, halogeno, ciano, -C(O)OR18, -SR18, -NR18R19, -C(O)NR18R19, -N=CR20, -C(=NR18)NR19R20 o arilo, heteroarilo, ciclilo oheterociclilo opcionalmente sustituido; R7 y R8 son, independientemente, hidrogeno, halogeno, hidroxilo, ciano, nitro, -NR21R22 o alquilo opcionalmente sustituido; R10, R11, R14, R15, R16 y R17 son, independientemente, hidrogeno, halogeno,hidroxilo, ciano, nitro, alquilo, alcoxi, alquenilo o alquinilo opcionalmente sustituido, o arilo, heteroarilo, ciclilo o heterociclilo opcionalmente sustituido; R12 y R13 son, independientemente, hidrogeno, halogeno, hidroxilo, ciano, nitro, -NR21R22, alquilo, alcoxi, alquenilo o alquinilo opcionalmente sustituido, o arilo, heteroarilo, ciclilo o heterociclilo opcionalmente sustituido; R18 y R19 son independientemente, (i) hidrogeno, (ii) alquilo, alquenilo o alquinilo opcionalmentesustituido, (iii) arilo, heteroarilo, ciclilo o heterociclilo opcionalmente sustituido, o (iv) -C(S)R23, -C(O)R23, -SO2R23, -C(O)OR23, -OR23 o -C(O)NR23R24; R20 es hidroxilo, alquilo o alcoxi opcionalmente sustituido, -NR21R22 o -N=CR21R22; R21 yR22 son, independientemente, hidrogeno, alquilo, alquenilo o alquinilo opcionalmente sustituido, ciclilo, heterociclilo, arilo o heteroarilo o aralquilo opcionalmente sustituido o -C(O)OR25; R23 y R24 son, independientemente, hidrogeno, hidroxilo,alquilo, alquenilo o alquinilo opcionalmente sustituido, o arilo, heteroarilo, ciclilo o heterociclilo o aralquilo opcionalmente sustituido; y R25 es alquilo, alquenilo o alquinilo opcionalmente sustituido; y/o independientemente, (i) R1 y R2, (ii)R1 y R3 (iii) R2 y R3, (iv) R3 y R5, (v) R5 y R6, (vi) R5 y R18, (vii) R5 y R19, (viii) R14 y R15 y (ix) R18 y R19 forman un grupo arilo, heteroarilo, ciclilo o heterociclilo opcionalmente sustituido que contiene de 5 a 18 átomos en el anillo; o unasal de N-oxido del mismo. Reivindicacion 19: Un compuesto de la formula (1) segun se definio en cualquiera de las reivindicaciones 1 a 17, con las condiciones de que (i) cuando X1 sea CH, X2 sea CR5 y R5 y R6 sean ambos H, R4 no sea 4-fluorfeniloy (ii) el compuesto de la formula (1) no sea: 3-fenil-2-piridin-4-il-1H-pirrolo[3,2-b)piridina, 3-(3-cloro-4-fluor-fenil)-2-piridin-4-il-1H-pirrolo[3,2-b]piridina, 3-(3-cloro-fenil)-2-piridin-4-il-1H-pirrolo[3,2-b]piridina, 3-(3-trifluor-fenil)-2-piridin-4-il-1H-pirrolo[3,2-b]piridina, 3-(3-metoxi-fenil)-2-piridin-4-il-1H-pirrolo[3,2-b)piridina, 3-(2-metilfenil)-2-piridin-4-il-1H-pirrolo[3,2-b]piridina, 3-(2-metoxifenil-2-piridin-4-il-1H-pirrolo[3,2-b]piridina, 1-metil-2-piridin-4-il-3-(3-trifluormetil-fenil)-1H-pirrolo[3,2-b]piridina, 1-metil-3-(3-cloro-4-fluor-fenil)-2-piridin-4-il-1H-pirrolo[3,2-b]piridina, 3-(4-fluorfenil-2-(2-(2-hidroxietil-amino)-piridin-4-i-1H-pirrolo[3,2-b]piridina, 3-(4-fluorfenil)-2-(2-[HO(CH2)2O(CH2)2NH]-piridin-4-il)-1H-pirrolo[3,2-b]piridina, 3-(4-fluorfenil)-2-(2-(2-metilamino-etilamino)-piridin-4-il)-1H-pirrolo[3,2-b]piridina, 3-(4-fluorfenil-2-(2-(3-metoxi-propil-amino)-piridin-4-il)-1H-pirrolo[3,2-b]piridina, 3-(4-fluorfenil)-2-(2-n-propilamino-piridin-4-il)-1H-pirrolo[3,2-b]piridina, 3-(4-fluorfenil)-2-(2-(3-hidroxi-propil-amino)-piridin-4-il)-1H-pirrolo[3,2-b]piridina, 3-(4-fluorfenil-2-(2-metilamino-piridin-4-il)-1H-pirrolo[3,2-b]piridina o 3-(4-fluorfenil)-2-(2-acetilaminopiridin-4-il)-1H-pirrolo[3,2-b]piridina. Reivindicacion 24: Un compuesto de la formula (1) segun se definio en el método de cualquiera de las reivindicaciones 1 a 17 para el tratamiento de la infeccion fungica en humanos o animales.
ARP080101767A 2007-04-26 2008-04-25 Derivados de 4-aza indol y su uso como fungicidas AR066310A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GBGB0708141.7A GB0708141D0 (en) 2007-04-26 2007-04-26 Improvements in or relating to organic compounds

Publications (1)

Publication Number Publication Date
AR066310A1 true AR066310A1 (es) 2009-08-12

Family

ID=38170765

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP080101767A AR066310A1 (es) 2007-04-26 2008-04-25 Derivados de 4-aza indol y su uso como fungicidas

Country Status (20)

Country Link
US (1) US8084395B2 (es)
EP (1) EP2136640A2 (es)
JP (1) JP2010525039A (es)
KR (1) KR20100015918A (es)
CN (1) CN101784191A (es)
AR (1) AR066310A1 (es)
AU (1) AU2008244055A1 (es)
BR (1) BRPI0810679A2 (es)
CA (1) CA2682773A1 (es)
CL (1) CL2008001214A1 (es)
CO (1) CO6140003A2 (es)
CR (1) CR11076A (es)
EC (1) ECSP099699A (es)
GB (1) GB0708141D0 (es)
IL (1) IL201195A0 (es)
MX (1) MX2009011337A (es)
RU (1) RU2009143567A (es)
TW (1) TW200847926A (es)
WO (1) WO2008132434A2 (es)
ZA (1) ZA200906887B (es)

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KR20200098492A (ko) 2017-10-18 2020-08-20 레닥 크롭 프로텍션 리미티드 농약으로서 벤즈이미다졸 화합물
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Also Published As

Publication number Publication date
BRPI0810679A2 (pt) 2014-10-07
US20100184598A1 (en) 2010-07-22
RU2009143567A (ru) 2011-06-10
WO2008132434A3 (en) 2009-10-15
JP2010525039A (ja) 2010-07-22
CN101784191A (zh) 2010-07-21
TW200847926A (en) 2008-12-16
MX2009011337A (es) 2009-11-05
CO6140003A2 (es) 2010-03-19
EP2136640A2 (en) 2009-12-30
ZA200906887B (en) 2012-03-28
CL2008001214A1 (es) 2008-11-03
ECSP099699A (es) 2009-11-30
KR20100015918A (ko) 2010-02-12
AU2008244055A1 (en) 2008-11-06
CR11076A (es) 2009-12-30
GB0708141D0 (en) 2007-06-06
IL201195A0 (en) 2010-05-17
WO2008132434A2 (en) 2008-11-06
CA2682773A1 (en) 2008-11-06
US8084395B2 (en) 2011-12-27

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